One of the fellow students who came to Taiwan with a scholarship the same as me back in the day chose to leave for the same reason: he was too confortable. In his words, he saw Taiwan as a bubble, a very comfortable fish bowl of safety, where it was too easy to thrive… but always had a limit. he was an overseas compatriot, so his life here was even easier than mine in terms of language and interactions, though he believed I had it easier in terms of job availability and general acceptance, though I disagreed in this last item. So he left before engaing in college studies even tjough he applied, and went back home to the work/marriage/kids deal. It did not help that he met one of those women who played/preyed with his feelings, but that is another completely different telenovela.
The OP may be having a mid life crisis, in terms of what am I doing here? Or just the fish bowl has grown too small for him, the long term prospects careerwise very dim.
In my case, if I had a house/car I might have a bit of peace from my family. The OP must ask himself if he is putting goals for himself or if there is any other external pressures.
Plus OP has wife and kid to consider, whether they will be happier here of there is a gamble.